(2R, 3R, 4S, 4aS, 10aR)-2-azidomethyl-8-chloro-3, 4-diacetoxy-10-(2-diethylaminoethyl)-2, 3, 4, 4a, 10, 10a-hexahydropyrano [3, 2-b] [1, 4] benzothiazine → HCID 86749917, compound

HRID 864510Notes

Reaction equation

HRID 864510 reaction equation
[N:1]([CH2:4][C@H:5]1[O:14][C@@H:13]2[C@@H:8]([S:9][C:10]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:11]=3[N:12]2[CH2:15][CH2:16][N:17]([CH2:20][CH3:21])[CH2:18][CH3:19])[C@@H:7]([O:27]C(=O)C)[C@@H:6]1[O:31]C(=O)C)=[N+:2]=[N-:3]>N>[N:1]([CH2:4][C@H:5]1[O:14][C@@H:13]2[C@@H:8]([S:9][C:10]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:11]=3[N:12]2[CH2:15][CH2:16][N:17]([CH2:18][CH3:19])[CH2:20][CH3:21])[C@@H:7]([OH:27])[C@@H:6]1[OH:31])=[N+:2]=[N-:3]

Participants

3

Reactant 1

HCID 86749915(2R, 3R, 4S, 4aS, 10aR)-2-azidomethyl-8-chloro-3, 4-diacetoxy-10-(2-diethylaminoethyl)-2, 3, 4, 4a, 10, 10a-hexahydropyrano [3, 2-b] [1, 4] benzothiazine

Product 1

HCID 86749917HCID 86749917, compound

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

The compound (37) 10.1 g obtained in Example 36 was dissolved in 250 ml of ammonia-saturated methanol, and the solution was stirred for 6 hours at room temperature. The solvent was removed under reduced pressure to obtain the title compound quantitatively.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-26285adfd1794159b739c47b28d71795
Source dataset
uspto-grants-1996_10
Patent number
US05563137

Reaction notes

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